Beach house vacation rentals in Siesta Key

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Top-rated beach house rentals in Siesta Key

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Guest favorite

A spacious outdoor patio area is featured, showcasing a shaded dining set under a large umbrella. A tranquil water fountain is centrally located, surrounded by greenery. The stone flooring extends across the patio, while the well-maintained lawn invites relaxation.

Home in Nokomis

4.95 out of 5 average rating, 19 reviews

Beach house w/bonus guest house!

You get TWO full houses! Experience paradise at our luxurious half-acre property, just a mile from the beach! Our 3 bedroom home with detached guest house, offers privacy and comfort, complete with all the amenities you’ll need for a perfect vacation. We have thought of everything! From 2 full kitchens to a 3-hole putting green! Our outdoor areas are perfect for soaking up the sun & enjoying quality time. Also, our guests love our BIG private parking lot- perfect if you traveling with trailers.

Superhost

An aerial view captures The Beachview @ Bayside, featuring a spacious enclosed pool area surrounded by lush landscaping. The home displays a mix of vibrant red and gray elements, complemented by solar panels on the roof. The coastal waterway and neighboring homes are visible in the background.

Home in Bradenton

4.87 out of 5 average rating, 128 reviews

IMG golf & close to AMI- Ocean View | Slt Wtr Pool

**Welcome to The Beachview @ Bayside** Your private slice of paradise in beautiful Bradenton, Florida! With breathtaking views of the inner coastal waterway, Longboat Key, and Anna Maria Island, this spacious retreat is the ultimate destination for families or groups looking for relaxation, adventure, and everything in between. **Spacious Comfort for Everyone** The Beachview @ Bayside features 3 main-level bedrooms, each with a private deck for sipping morning coffee or unwinding with sun

Guest favorite

The exterior of a charming beach home is shown, featuring a pale blue façade with white trim. Lush tropical landscaping surrounds the entrance, which is accessed by a set of stairs. A gravel driveway leads to a garage adorned with brown double doors, flanked by palm trees.

Home in Pass-a-Grille Beach

4.91 out of 5 average rating, 55 reviews

Luxury Paradise in Pass-a-Grille

Only 2 blocks from the beach, this beautiful home situated in Pass-a-Grille offers 2 bedrooms and an upstairs loft, sleeping 7 comfortably. The home has unique open living design with vaulted wooden ceilings and a split level design with a Large Master Suite and Bath on one side of the home and a full bath on the first level. The loft has Queen and a twin bed, accessed by a ladder (use at your own risk). We provide high WiFi and all your beach essentials - chairs, towels, buggy and an umbrella.

Guest favorite

A floor plan depicts a layout showcasing two bedrooms, an open living area, and a fully equipped kitchen. Outdoor spaces include a deck area with seating and access to a fenced yard. Pathways lead to the entrance and outdoor amenities.

Home in Sarasota

4.94 out of 5 average rating, 49 reviews

Fenced Yard | Vry Private | 400Mb | BBQ | Netflix

✔Walkable ✔Beach Gear ✔Fenced Yard Have a dog? Read next section. ☞ Walk Score 80 (Walk to cafes, dining, shopping, etc.) ☞ Beach access (2 mins) ☞ Deck w/ alfresco dining + BBQ ☞ Fully equipped + stocked kitchen ★"Just a short walk to the river for the most beautiful sunsets" ☞ Parking → driveway (5 cars) ☞ Onsite washer + dryer ☞ Outdoor shower ☞ 400 Mbps wifi I want you! Tell me what I can do to be your host. 9 mins → Downtown Sarasota 4 mins → Sarasota Bradenton International Airport ✈

Guest favorite

The exterior of a well-maintained condominium is displayed, featuring a two-car garage and neatly trimmed hedges. Palm trees and lush landscaping frame the entrance, while a clear blue sky enhances the tropical feel of the setting.

Home in Sarasota

4.88 out of 5 average rating, 154 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

Top guest favorite

An aerial view of the stylish beach house reveals a light-colored exterior surrounded by lush greenery. A driveway accommodates bicycles alongside the home, with a spacious patio area visible below, perfect for outdoor gatherings.

Home in Siesta Key

5 out of 5 average rating, 12 reviews

The Shore House Private Dock Hot Tub

This Three bedroom two bathroom property is located in a quiet neighborhood, just a short walk or bike ride to the heart of Siesta Key Village, a quaint beachfront neighborhood that offers plenty of restaurants, shops and entertainment. It’s also just a short walk from the beautiful white sand beaches of Siesta Key. The house has been thoughtfully designed and furnished to emphasize style, comfort, and convenience. The energy of this home is so soothing its truly a relaxing oasis.

Superhost

The beach stretches along a serene coastline, featuring soft white sand and gentle waves lapping at the shore. Clear blue skies are overhead, while scattered beachgoers enjoy the water. Shells dot the sand, adding texture to the peaceful seascape.

Home in Pass-a-Grille Beach

4.8 out of 5 average rating, 168 reviews

Steps 2 Beach-Island Cottage w/king bd+2bike+parki

Welcome to the Seashell rental, a hidden gem on Pass-a-Grille Island in St. Pete Beach! Just steps from the beach and crystal-clear waters. Relax in our well-appointed space with a King bed, living room, full kitchen. smart TVs, a step-in shower, and dining nook. Indulge in indoor or outdoor dining on the garden patios. A BBQ grill, 2 beach chairs+ 2 bikes are yours to enjoy! Unwind after beaching, shelling, fishing. Experience Pass-a-Grille's charm with us!

Superhost

The exterior of The Beach House 2 showcases a stucco facade with colorful landscaping featuring tropical plants and shrubs. A concrete path leads to the entrance, and a well-maintained lawn extends to the side. Clear blue skies and soft clouds provide a bright backdrop.

Home in Anna Maria

4.87 out of 5 average rating, 15 reviews

The Beach House 2 by Duncan Real Estate

Welcome to The Beach House 2! Enjoy absolute beachfront on the North end of Anna Maria. Directly on the Gulf of Mexico, North of Pine Avenue on beautiful Anna Maria Island, The Beach House 2 is a spectacular beach retreat. This Old Florida beach house on the outside, the interior has been remodeled and updated with all the comforts of a family home. Step outside the living area onto the covered patio and enjoy the dune and sea oat views right in front of you.

Top guest favorite

A spacious living room is shown, featuring a sectional sofa complemented by decorative pillows. A large ceiling fan hangs above, and natural light enters through glass doors. Modern pendant lights illuminate the area, which includes a coffee table and two accent chairs, creating an inviting atmosphere.

Home in Venice

5 out of 5 average rating, 17 reviews

New home,mins to beach, heated pool,two kitch.

Welcome to our new house in Venice, Florida! It’s beautiful single-story home with a spacious layout and a charming coastal modern design. Located just minutes from the beautiful beaches, historic downtown Venice, golf courses, Shamrock Nature Park, Legacy Trail, dining, shopping, and kayaking, this brand new coastal home offers the perfect retreat for your beach getaway. We’re confident you will enjoy your stay as much as our family does!

Top guest favorite

The front of the home is illuminated at dusk, highlighting a gracefully curved walkway lined with small white stones. Tropical plants, including a palm tree, are accented with soft lighting, creating a serene entryway. The house displays a welcoming façade with clean architectural lines.

Home in Sarasota

4.97 out of 5 average rating, 64 reviews

Location! Siesta 1 mile away. Home with HOT SPA.

Treat your family, friends, kids, and beloved small dogs to an unforgettable beautiful Siesta Key Beaches in Sunny Florida. This home is situated within a 10 min walk to the #1 beach in the world - Siesta Key Beach! Sitting on an oversized lot this home has the perfect combination of privacy and convenience with Banana, Avocado and Guava trees providing fresh seasonal fruit. This home is ideal for a relaxing family vacation.

Top guest favorite

The view from the open patio showcases a serene pool area surrounded by palm trees. Two lounge chairs are positioned nearby, inviting relaxation. The space is characterized by a bright and airy feel, with natural light flowing in through large glass doors.

Home in Holmes Beach

5 out of 5 average rating, 18 reviews

Castaway Cottage

Attention all beach lovers! You won't want to miss this breathtaking beach cottage, just listed and ready for you to make memories in. This charming cottage is just a short 5-minute stroll away from the gorgeous beaches and is within walking distance of amazing restaurants and local shops. With a brand-new heated saltwater pool and spa, you'll be able to relax and rejuvenate in your own private oasis.

Guest favorite

The front view of a three-story home features a light-colored exterior with decorative detailing. Large windows allow for ample natural light. Lush palm trees frame the entrance, and a garage is visible below, indicating convenient parking options.

Home in Holmes Beach

4.95 out of 5 average rating, 105 reviews

The Peachy Beach House, steps to the gulf

Saturday-Saturday for check-in and out. Two bedroom, 2 full bathroom, new heated private pool Steps from semi-private gulf beach, this 3 story on a quiet street in N. HB Well-stocked kitchen, 2 TVs, large master which is more like resort suite with new tempurpedic king bed Gulf views from bedrooms. You’ll find: crib, high chair, beach chairs, wagon, canopy, beach toys and towels!